Natural Product: NPC477445

Natural Product ID:  NPC477445
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H38O8
Standard InCHIKey:  DCCJAEMIFRHXRF-NCUMHFJKSA-N
Standard InCHI:  InChI=1S/C24H38O8/c1-14-18(28)19(29)20-22(5,13-31-16(3)26)17(27)7-8-23(20,6)24(14)10-9-21(4,32-24)11-12-30-15(2)25/h14,17-18,20,27-28H,7-13H2,1-6H3/t14-,17-,18-,20+,21+,22+,23+,24-/m1/s1
Canonical SMILES:  CC(=O)OCC[C@]1(C)CC[C@@]2(O1)[C@H](C)[C@@H](O)C(=O)[C@@H]1[C@]2(C)CC[C@H]([C@]1(C)COC(=O)C)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33600 Leonurus macranthus Species Lamiaceae Eukaryota aerial parts Huanren, Liaoning Province, China 2013-AUG PMID[26348503]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 13200 nM 26348503

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC477445 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9059 High Similarity NPC477440
0.9059 High Similarity NPC477443
0.8953 High Similarity NPC477442
0.8953 High Similarity NPC477444
0.8953 High Similarity NPC477433
0.8916 High Similarity NPC477434
0.878 High Similarity NPC475743
0.869 High Similarity NPC473299
0.8608 High Similarity NPC55508
0.8571 High Similarity NPC15091
0.8556 High Similarity NPC287354
0.8556 High Similarity NPC62407
0.8523 High Similarity NPC470114
0.8519 High Similarity NPC307865
0.8506 High Similarity NPC471221
0.8506 High Similarity NPC476435
0.8488 Intermediate Similarity NPC477441
0.8427 Intermediate Similarity NPC216137
0.8372 Intermediate Similarity NPC473350
0.828 Intermediate Similarity NPC474724
0.8276 Intermediate Similarity NPC83242
0.8261 Intermediate Similarity NPC163685
0.8256 Intermediate Similarity NPC473336
0.8256 Intermediate Similarity NPC471044
0.8235 Intermediate Similarity NPC470155
0.8235 Intermediate Similarity NPC477447
0.8235 Intermediate Similarity NPC477446
0.8202 Intermediate Similarity NPC471459
0.8202 Intermediate Similarity NPC67653
0.8202 Intermediate Similarity NPC61688
0.8182 Intermediate Similarity NPC470920
0.8161 Intermediate Similarity NPC477205
0.8152 Intermediate Similarity NPC82633
0.8118 Intermediate Similarity NPC280781
0.8118 Intermediate Similarity NPC470156
0.8118 Intermediate Similarity NPC58631
0.8118 Intermediate Similarity NPC48756
0.8118 Intermediate Similarity NPC470154
0.8095 Intermediate Similarity NPC80891
0.8095 Intermediate Similarity NPC201276
0.809 Intermediate Similarity NPC477614
0.809 Intermediate Similarity NPC226491
0.809 Intermediate Similarity NPC476379
0.809 Intermediate Similarity NPC236459
0.8068 Intermediate Similarity NPC248216
0.8068 Intermediate Similarity NPC92139
0.8068 Intermediate Similarity NPC476717
0.8065 Intermediate Similarity NPC116683
0.8065 Intermediate Similarity NPC235109
0.8046 Intermediate Similarity NPC219535
0.8046 Intermediate Similarity NPC105895
0.8046 Intermediate Similarity NPC475689
0.8046 Intermediate Similarity NPC237938
0.8046 Intermediate Similarity NPC65133
0.8046 Intermediate Similarity NPC79308
0.8043 Intermediate Similarity NPC470424
0.8041 Intermediate Similarity NPC88469
0.8041 Intermediate Similarity NPC327093
0.8025 Intermediate Similarity NPC109510
0.8022 Intermediate Similarity NPC475878
0.8022 Intermediate Similarity NPC198054
0.8 Intermediate Similarity NPC472951
0.8 Intermediate Similarity NPC125366
0.8 Intermediate Similarity NPC134227
0.8 Intermediate Similarity NPC472943
0.7976 Intermediate Similarity NPC171426
0.7976 Intermediate Similarity NPC324700
0.7976 Intermediate Similarity NPC34046
0.7976 Intermediate Similarity NPC80089
0.7976 Intermediate Similarity NPC224802
0.7955 Intermediate Similarity NPC62572
0.7952 Intermediate Similarity NPC474020
0.7935 Intermediate Similarity NPC472148
0.7935 Intermediate Similarity NPC472147
0.7935 Intermediate Similarity NPC476189
0.7917 Intermediate Similarity NPC477051
0.7917 Intermediate Similarity NPC477053
0.7917 Intermediate Similarity NPC477052
0.7912 Intermediate Similarity NPC475211
0.7912 Intermediate Similarity NPC88337
0.7912 Intermediate Similarity NPC472146
0.7912 Intermediate Similarity NPC185529
0.7907 Intermediate Similarity NPC211049
0.7895 Intermediate Similarity NPC472144
0.7889 Intermediate Similarity NPC3032
0.7889 Intermediate Similarity NPC473319
0.7889 Intermediate Similarity NPC131104
0.7872 Intermediate Similarity NPC475765
0.7865 Intermediate Similarity NPC235196
0.7865 Intermediate Similarity NPC228593
0.7857 Intermediate Similarity NPC47281
0.7857 Intermediate Similarity NPC143250
0.7849 Intermediate Similarity NPC309127
0.7849 Intermediate Similarity NPC247877
0.7848 Intermediate Similarity NPC41542
0.7841 Intermediate Similarity NPC97505
0.7841 Intermediate Similarity NPC34984
0.7841 Intermediate Similarity NPC25037
0.7835 Intermediate Similarity NPC477054
0.7816 Intermediate Similarity NPC311642
0.7816 Intermediate Similarity NPC100366
0.7816 Intermediate Similarity NPC61107
0.7816 Intermediate Similarity NPC164289
0.7816 Intermediate Similarity NPC242771
0.7816 Intermediate Similarity NPC289486
0.7812 Intermediate Similarity NPC293890
0.7805 Intermediate Similarity NPC474755
0.7802 Intermediate Similarity NPC200580
0.7802 Intermediate Similarity NPC194642
0.78 Intermediate Similarity NPC316930
0.7791 Intermediate Similarity NPC474714
0.7789 Intermediate Similarity NPC74466
0.7789 Intermediate Similarity NPC470632
0.7789 Intermediate Similarity NPC473963
0.7789 Intermediate Similarity NPC472145
0.7778 Intermediate Similarity NPC239938
0.7778 Intermediate Similarity NPC50535
0.7778 Intermediate Similarity NPC28791
0.7766 Intermediate Similarity NPC157686
0.7766 Intermediate Similarity NPC259042
0.7765 Intermediate Similarity NPC191345
0.7765 Intermediate Similarity NPC252483
0.7765 Intermediate Similarity NPC43463
0.7765 Intermediate Similarity NPC26029
0.7753 Intermediate Similarity NPC476715
0.7753 Intermediate Similarity NPC235402
0.7745 Intermediate Similarity NPC157476
0.7742 Intermediate Similarity NPC475307
0.7742 Intermediate Similarity NPC474379
0.7738 Intermediate Similarity NPC4209
0.7727 Intermediate Similarity NPC227170
0.7723 Intermediate Similarity NPC320475
0.7723 Intermediate Similarity NPC321661
0.7722 Intermediate Similarity NPC84562
0.7717 Intermediate Similarity NPC46758
0.7717 Intermediate Similarity NPC50443
0.7717 Intermediate Similarity NPC18536
0.7708 Intermediate Similarity NPC477653
0.7708 Intermediate Similarity NPC20479
0.7708 Intermediate Similarity NPC38296
0.7708 Intermediate Similarity NPC162459
0.7708 Intermediate Similarity NPC28864
0.7708 Intermediate Similarity NPC253995
0.7708 Intermediate Similarity NPC38471
0.7708 Intermediate Similarity NPC98837
0.7701 Intermediate Similarity NPC119922
0.7701 Intermediate Similarity NPC476071
0.7701 Intermediate Similarity NPC116320
0.7701 Intermediate Similarity NPC50658
0.77 Intermediate Similarity NPC86852
0.77 Intermediate Similarity NPC251824
0.77 Intermediate Similarity NPC176949
0.77 Intermediate Similarity NPC201908
0.7692 Intermediate Similarity NPC191221
0.7692 Intermediate Similarity NPC221993
0.7684 Intermediate Similarity NPC475785
0.7684 Intermediate Similarity NPC476728
0.7684 Intermediate Similarity NPC473964
0.7684 Intermediate Similarity NPC193785
0.7684 Intermediate Similarity NPC93245
0.7674 Intermediate Similarity NPC320144
0.7674 Intermediate Similarity NPC73013
0.7667 Intermediate Similarity NPC302111
0.7667 Intermediate Similarity NPC215968
0.7667 Intermediate Similarity NPC155531
0.7667 Intermediate Similarity NPC477283
0.7667 Intermediate Similarity NPC120395
0.7667 Intermediate Similarity NPC80700
0.766 Intermediate Similarity NPC148000
0.766 Intermediate Similarity NPC469596
0.766 Intermediate Similarity NPC225474
0.7653 Intermediate Similarity NPC275990
0.7653 Intermediate Similarity NPC471254
0.7647 Intermediate Similarity NPC207010
0.7647 Intermediate Similarity NPC471151
0.7647 Intermediate Similarity NPC317913
0.764 Intermediate Similarity NPC50438
0.764 Intermediate Similarity NPC474996
0.764 Intermediate Similarity NPC18953
0.764 Intermediate Similarity NPC319909
0.7634 Intermediate Similarity NPC52756
0.7629 Intermediate Similarity NPC293866
0.7625 Intermediate Similarity NPC476928
0.7619 Intermediate Similarity NPC212733
0.7619 Intermediate Similarity NPC179858
0.7619 Intermediate Similarity NPC186851
0.7614 Intermediate Similarity NPC2096
0.7614 Intermediate Similarity NPC148740
0.7614 Intermediate Similarity NPC102156
0.7614 Intermediate Similarity NPC202688
0.7614 Intermediate Similarity NPC121121
0.7614 Intermediate Similarity NPC208912
0.7614 Intermediate Similarity NPC154043
0.7614 Intermediate Similarity NPC328007
0.7614 Intermediate Similarity NPC13494
0.7614 Intermediate Similarity NPC60018
0.7609 Intermediate Similarity NPC24705
0.7609 Intermediate Similarity NPC56962
0.7604 Intermediate Similarity NPC253586
0.7596 Intermediate Similarity NPC97002

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC477445 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7976 Intermediate Similarity NPD6697 Approved
0.7976 Intermediate Similarity NPD6115 Approved
0.7976 Intermediate Similarity NPD6114 Approved
0.7976 Intermediate Similarity NPD6118 Approved
0.7738 Intermediate Similarity NPD6117 Approved
0.7647 Intermediate Similarity NPD6116 Phase 1
0.75 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD3703 Phase 2
0.7262 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1700 Approved
0.7143 Intermediate Similarity NPD4789 Approved
0.7059 Intermediate Similarity NPD5777 Approved
0.7048 Intermediate Similarity NPD6372 Approved
0.7048 Intermediate Similarity NPD6373 Approved
0.7011 Intermediate Similarity NPD3702 Approved
0.6951 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6941 Remote Similarity NPD4244 Approved
0.6941 Remote Similarity NPD4245 Approved
0.6923 Remote Similarity NPD6402 Approved
0.6923 Remote Similarity NPD7128 Approved
0.6923 Remote Similarity NPD5739 Approved
0.6923 Remote Similarity NPD6675 Approved
0.6916 Remote Similarity NPD6649 Approved
0.6916 Remote Similarity NPD6650 Approved
0.6907 Remote Similarity NPD8035 Phase 2
0.6907 Remote Similarity NPD8034 Phase 2
0.6905 Remote Similarity NPD5360 Phase 3
0.6905 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6887 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6867 Remote Similarity NPD4224 Phase 2
0.686 Remote Similarity NPD6081 Approved
0.6827 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6824 Remote Similarity NPD3698 Phase 2
0.6822 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6921 Approved
0.6809 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6881 Approved
0.6792 Remote Similarity NPD7320 Approved
0.6792 Remote Similarity NPD6899 Approved
0.6733 Remote Similarity NPD6084 Phase 2
0.6733 Remote Similarity NPD6083 Phase 2
0.6729 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5697 Approved
0.6698 Remote Similarity NPD5701 Approved
0.6697 Remote Similarity NPD6882 Approved
0.6697 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6628 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6607 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6847 Approved
0.6606 Remote Similarity NPD6617 Approved
0.6606 Remote Similarity NPD6869 Approved
0.6606 Remote Similarity NPD8130 Phase 1
0.6602 Remote Similarity NPD7640 Approved
0.6602 Remote Similarity NPD7639 Approved
0.66 Remote Similarity NPD7748 Approved
0.6596 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6596 Remote Similarity NPD3669 Approved
0.6593 Remote Similarity NPD3671 Phase 1
0.6579 Remote Similarity NPD6319 Approved
0.6574 Remote Similarity NPD6013 Approved
0.6574 Remote Similarity NPD6012 Approved
0.6574 Remote Similarity NPD6014 Approved
0.6569 Remote Similarity NPD7902 Approved
0.6566 Remote Similarity NPD7515 Phase 2
0.6542 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6505 Remote Similarity NPD5696 Approved
0.6496 Remote Similarity NPD7492 Approved
0.6486 Remote Similarity NPD4632 Approved
0.6486 Remote Similarity NPD8133 Approved
0.6481 Remote Similarity NPD6011 Approved
0.6477 Remote Similarity NPD4758 Discontinued
0.6476 Remote Similarity NPD7632 Discontinued
0.6455 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6928 Phase 2
0.6449 Remote Similarity NPD6008 Approved
0.6442 Remote Similarity NPD8418 Phase 2
0.6441 Remote Similarity NPD6616 Approved
0.6435 Remote Similarity NPD6059 Approved
0.6435 Remote Similarity NPD6054 Approved
0.6413 Remote Similarity NPD5364 Discontinued
0.6413 Remote Similarity NPD4238 Approved
0.6413 Remote Similarity NPD4802 Phase 2
0.641 Remote Similarity NPD8328 Phase 3
0.6408 Remote Similarity NPD4755 Approved
0.6392 Remote Similarity NPD3618 Phase 1
0.6387 Remote Similarity NPD7078 Approved
0.6387 Remote Similarity NPD8293 Discontinued
0.6383 Remote Similarity NPD1779 Approved
0.6383 Remote Similarity NPD1780 Approved
0.6373 Remote Similarity NPD5695 Phase 3
0.6364 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7736 Approved
0.6329 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6370 Approved
0.6322 Remote Similarity NPD229 Approved
0.6316 Remote Similarity NPD6009 Approved
0.6311 Remote Similarity NPD4697 Phase 3
0.6286 Remote Similarity NPD5286 Approved
0.6286 Remote Similarity NPD4700 Approved
0.6286 Remote Similarity NPD4696 Approved
0.6286 Remote Similarity NPD5285 Approved
0.6275 Remote Similarity NPD7900 Approved
0.6275 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7604 Phase 2
0.6263 Remote Similarity NPD6672 Approved
0.6263 Remote Similarity NPD5737 Approved
0.6239 Remote Similarity NPD5983 Phase 2
0.6239 Remote Similarity NPD6015 Approved
0.6239 Remote Similarity NPD6016 Approved
0.6235 Remote Similarity NPD371 Approved
0.6235 Remote Similarity NPD7909 Approved
0.6228 Remote Similarity NPD6274 Approved
0.6214 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6207 Remote Similarity NPD7101 Approved
0.6207 Remote Similarity NPD7100 Approved
0.62 Remote Similarity NPD5328 Approved
0.62 Remote Similarity NPD4753 Phase 2
0.619 Remote Similarity NPD4225 Approved
0.6186 Remote Similarity NPD4786 Approved
0.6186 Remote Similarity NPD5988 Approved
0.6182 Remote Similarity NPD6686 Approved
0.6176 Remote Similarity NPD8171 Discontinued
0.6174 Remote Similarity NPD7115 Discovery
0.6168 Remote Similarity NPD5211 Phase 2
0.6168 Remote Similarity NPD5226 Approved
0.6168 Remote Similarity NPD4633 Approved
0.6168 Remote Similarity NPD5225 Approved
0.6168 Remote Similarity NPD5224 Approved
0.6167 Remote Similarity NPD6336 Discontinued
0.6154 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD5221 Approved
0.6154 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6147 Remote Similarity NPD4767 Approved
0.6147 Remote Similarity NPD4768 Approved
0.6146 Remote Similarity NPD3667 Approved
0.6145 Remote Similarity NPD3198 Approved
0.6125 Remote Similarity NPD615 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6335 Approved
0.6117 Remote Similarity NPD5282 Discontinued
0.6111 Remote Similarity NPD5174 Approved
0.6111 Remote Similarity NPD5175 Approved
0.6102 Remote Similarity NPD6908 Approved
0.6102 Remote Similarity NPD6909 Approved
0.6102 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6095 Remote Similarity NPD5173 Approved
0.6091 Remote Similarity NPD6412 Phase 2
0.6087 Remote Similarity NPD6940 Discontinued
0.6087 Remote Similarity NPD6868 Approved
0.6082 Remote Similarity NPD4788 Approved
0.6078 Remote Similarity NPD6079 Approved
0.6075 Remote Similarity NPD5223 Approved
0.6071 Remote Similarity NPD4634 Approved
0.6061 Remote Similarity NPD7146 Approved
0.6061 Remote Similarity NPD6684 Approved
0.6061 Remote Similarity NPD5330 Approved
0.6061 Remote Similarity NPD6098 Approved
0.6061 Remote Similarity NPD7521 Approved
0.6061 Remote Similarity NPD6409 Approved
0.6061 Remote Similarity NPD7334 Approved
0.6058 Remote Similarity NPD5210 Approved
0.6058 Remote Similarity NPD4629 Approved
0.6055 Remote Similarity NPD5141 Approved
0.6055 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6055 Remote Similarity NPD4056 Clinical (unspecified phase)
0.604 Remote Similarity NPD6904 Approved
0.604 Remote Similarity NPD6080 Approved
0.604 Remote Similarity NPD6673 Approved
0.6036 Remote Similarity NPD4729 Approved
0.6036 Remote Similarity NPD4730 Approved
0.6034 Remote Similarity NPD6317 Approved
0.6033 Remote Similarity NPD7507 Approved
0.6019 Remote Similarity NPD4202 Approved
0.6016 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD4787 Phase 1
0.5983 Remote Similarity NPD6314 Approved
0.5983 Remote Similarity NPD6313 Approved
0.5977 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5963 Remote Similarity NPD4754 Approved
0.596 Remote Similarity NPD1694 Approved
0.5941 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6903 Approved
0.5935 Remote Similarity NPD6033 Approved
0.5929 Remote Similarity NPD5247 Approved
0.5929 Remote Similarity NPD5249 Phase 3
0.5929 Remote Similarity NPD5248 Approved
0.5929 Remote Similarity NPD5250 Approved
0.5929 Remote Similarity NPD5251 Approved
0.5922 Remote Similarity NPD6411 Approved
0.5922 Remote Similarity NPD7637 Suspended
0.59 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5895 Remote Similarity NPD3617 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3608486
ZINC  

Physicochemical Properties

Molecular Weight:  454.26
ALogP:  -1.2848
MLogP:  3.22
XLogP:  2.134
# Rotatable Bonds:  15
Polar Surface Area:  119.36
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  32

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs